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Tetraethylammonium hydroxide

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Name

Tetraethylammonium hydroxide

EINECS 201-073-3
CAS No. 77-98-5 Density 1.023 g/mL at 25 °C
PSA 23.06000 LogP 1.70600
Solubility soluble in water Melting Point -98 °C
Formula C8H21NO Boiling Point 110 °C
Molecular Weight 147.261 Flash Point 11 °C
Transport Information UN 3286 3/PG 2 Appearance colourless liquid
Safety 7-16-26-36/37/39-45-61 Risk Codes 34-51-39/23/24/25-23/24/25-11
Molecular Structure Molecular Structure of 77-98-5 (Tetraethylammonium hydroxide) Hazard Symbols FlammableF, ToxicT, DangerousN, CorrosiveC
Synonyms

Ammonium,tetraethyl-, hydroxide (8CI);Ethanaminium, N,N,N-triethyl-, hydroxide (9CI);Tetraethylammonium hydroxide (6CI);Ethanaminium,N,N,N-triethyl-, hydroxide (1:1);

Article Data 20

Tetraethylammonium hydroxide Synthetic route

64-67-5

diethyl sulfate

64-17-5

ethanol

121-44-8

triethylamine

77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
Stage #1: diethyl sulfate; ethanol; triethylamine In water at 140℃; under 7500.75 Torr; for 4h;
Stage #2: With sodium hydroxide In ethanol; water at 45℃; for 4h;
95.7%
71-91-0

tetraethylammonium bromide

77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane at 20℃; for 10h;78%
With potassium hydroxide In ethanol at 20℃; for 10h;
With ion-exchange column Amberlyst A26(OH) In methanol
With Amberlite IRA-400-OH ion-exchange column In methanol
56-34-8

tetraethylammonium chloride

77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
With methanol; potassium hydroxide durch Zusatz von Wasser und Konzentration unterhalb 50grad unter vermindertem Druck;
With Anion-exchange resin (201 × 7(OH))
With potassium hydroxide In methanol at 20℃; for 2h;
75-03-6

ethyl iodide

121-44-8

triethylamine

77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
With water; silver(l) oxide
68-05-3

tetraethylammonium iodide

77-98-5

tetraethylammonium hydroxide

Conditions
ConditionsYield
With silver(l) oxide In water
105-58-8

Diethyl carbonate

A

77-98-5

tetraethylammonium hydroxide

B

17351-61-0

tetraethylammonium bicarbonate

Conditions
ConditionsYield
With triethylamine In water
77-98-5

tetraethylammonium hydroxide

529477-58-5

N-(hydroxy)-5-(p-methoxyphenyl)-4-methylthiazole-2(3H)-thione

N-(hydroxy)-5-(p-methoxyphenyl)-4-(methyl)thiazole-2(3H)-thione tetraethylammonium salt

Conditions
ConditionsYield
In methanol100%
In methanol at 20℃;
554-95-0

benzene-1,3,5-tricarboxylic acid

77-98-5

tetraethylammonium hydroxide

C9H3O6(3-)*2C8H20N(1+)*CH5N3*H(1+)

Conditions
ConditionsYield
In water for 0.0833333h; Heating;100%
144-62-7

oxalic acid

77-98-5

tetraethylammonium hydroxide

4C8H20N(1+)*3C2O4(2-)*8CH5N3*3CO3(2-)*8H(1+)

Conditions
ConditionsYield
In water for 0.0833333h;100%
1015689-87-8

diethyl 3,3'-{1,2-phenylenebis[imino(2-methyl-4-oxobutane-4,2-diyl)sulfonyl]}dipropanoate

77-98-5

tetraethylammonium hydroxide

bis(N,N,N-triethylethanaminium) 4,4'-[1,2-phenylenedi(imino)]bis(2-methyl-4-oxobutane-2-sulfinate)

Conditions
ConditionsYield
In methanol; acetonitrile for 0.166667h; retro-Michael reaction;100%

Tetraethylammonium hydroxide Chemical Properties


IUPAC Name: Tetraethylazanium hydroxide
Molecular Formula: C8H21NO
Molecular Weight: 147.26 g/mol
SMILES: [N+](CC)(CC)(CC)CC.[OH-]
InChI: InChI=1/C8H20N.H2O/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H2/q+1;/p-1
EINECS: 201-073-3
Classification Code: Drug / Therapeutic Agent
Product Categories: quarternary ammonium bases; HPLC Ion-Pair Reagents for Acidic Samples; Ammonium Hydroxides (Quaternary); Analytical Chemistry; Ion-Pair Reagents for HPLC; Quaternary Ammonium Compounds
Water Solubility: SOLUBLE
Sensitive: Air Sensitive
Stability: Stable, but absorbs carbon dioxide from the air
Melting Point: -98 °C
Boiling Point: 110 °C 
Density: 1.023 g/mL at 25 °C
Flash Point: 11 °C 
storage temperature of Tetraethylammonium hydroxide (CAS NO.77-98-5): 2-8 °C

Tetraethylammonium hydroxide Uses

 Tetraethylammonium hydroxide (CAS NO.77-98-5) is used as a phase transfer catalyst, the template agent synthesized by molecular sieve and cleaning agents.

Tetraethylammonium hydroxide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo parenteral 60mg/kg (60mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 681, 1948.
mouse LDLo subcutaneous 107mg/kg (107mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 28, Pg. 367, 1926.

Tetraethylammonium hydroxide Consensus Reports

Reported in EPA TSCA Inventory.

Tetraethylammonium hydroxide Safety Profile

Hazard Codes: CorrosiveC,DangerousN,ToxicT,FlammableF
Risk Statements: 34-51-39/23/24/25-23/24/25-11
R34:Causes burns. 
R51:Toxic to aquatic organisms. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R39:Danger of very serious irreversible effects. 
R11:Highly flammable.
Safety Statements: 7-16-26-36/37/39-45-61 
S7:Keep container tightly closed. 
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3286 3/PG 2
WGK Germany: 3
RTECS: KH3150000
F: 9-34
HazardClass: 8
PackingGroup of Tetraethylammonium hydroxide (CAS NO.77-98-5): II

Tetraethylammonium hydroxide Specification

  Tetraethylammonium hydroxide (CAS NO.77-98-5), its Synonyms are Ammonium, tetraethyl-, hydroxide ; Ethanaminium, N,N,N-triethyl-, hydroxide ; Ethanaminium, N,N,N-triethyl-, hydroxide (1:1) . It is colourless liquid.

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